(2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

Base Information

Chemical Name:(2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol
CAS No.:335275-36-0
Molecular Formula:C₄₇H₅₈O₁₂
Molecular Weight:814.97
Hs Code.:

(2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

Synonyms:(2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

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Chemical Property of (2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

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Technology Process of (2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

There total 1 articles about (2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 172147-75-0
(2R,3R,4S,5R,6R)-2-Hydroxymethyl-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4,5-triol

: 335275-36-0
(2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

Guidance literature:: (2R,3R,4S,5R,6R)-2-Hydroxymethyl-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4,5-triol; With di(n-butyl)tin oxide; In benzene; for 5h; Heating;

p-Methoxybenzyl bromide; With tetrabutylammomium bromide; In benzene; at 60 ℃; for 6h;
DOI:10.1016/S0960-894X(00)00692-2

Reference yield: 75.0%

: 98-59-9
p-toluenesulfonyl chloride

: 335275-36-0
(2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

: 335275-37-1
Toluene-4-sulfonic acid (2R,3S,4S,5R,6R)-3,5-dihydroxy-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With pyridine; In dichloromethane; for 17h; Heating;
DOI:10.1016/S0960-894X(00)00692-2

Reference yield:

: 335275-36-0
(2R,3S,4S,5R,6R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

: 757932-28-8
(S)-2-{(2R,3S,4S,5R,6R)-2-Aminomethyl-3,5-dihydroxy-6-[(1R,2R)-2-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-4-yloxy}-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 75 percent / pyridine / CH₂Cl₂ / 17 h / Heating

2.1: 64 percent / NaN₃ / dimethylformamide / 46 h / 60 °C

3.1: 81 percent / aq. Ce(NH₄)2(NO₃)6 / acetonitrile / 3 h / 0 °C

4.1: Bu₂SnO / methanol / 2 h / Heating

4.2: 65 percent / CsF / 1,2-dimethoxy-ethane / 22 h / 20 °C

5.1: 27 percent / H₂ / Pd(OH)2 / 48 h

With pyridine; sodium azide; ammonium cerium(IV) nitrate; hydrogen; di(n-butyl)tin oxide; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(00)00692-2